Andy Teipen has led sales for several early-stage SaaS companies and he's coached numerous reps to success throughout his leadership career. Andy shares insights around his career success and some ideas for becoming an expert in your industry. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo (Find, contact, and close your ideal buyers) - https://apol...
Jul 20, 2023•50 min
Part 3/3 on closing your first (or next) $100K deal. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours • Close (The CRM Built for Growth) - https://refer.close.com/ssp EPISODE LINKS: • Join...
Jul 12, 2023•14 min
Part 2/3 on closing your first (or next) $100K deal. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours • Close (The CRM Built for Growth) - https://refer.close.com/ssp EPISODE LINKS: • Join...
Jul 07, 2023•16 min
Part 1/3 on closing your first (or next) $100K deal. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours • Close (The CRM Built for Growth) - https://refer.close.com/ssp EPISODE LINKS: • Join...
Jul 05, 2023•14 min
Renan Devillieres is the Founder & CEO of OSS Ventures, a Paris-based startup studio that is building & investing in the future of Manufacturing operations. Renan shares insights into the massive opportunity at hand in disrupting this vertical with SaaS. If you're interested in opportunities with OSS Ventures and it's portfolio companies, use the links in the episode notes below to connect with Renan and his team. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https:/...
Jun 28, 2023•26 min
Scott Leese has over 20 years of experience building and scaling sales organizations, advising over 100 startups, and achieving two 9- and 10-figure exits. He also built his consulting firm from scratch to $5M+ in revenue. Scott has founded three startup communities with a combined membership of 5,000+, making him one of the most experienced community builders in tech. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link wi...
Jun 21, 2023•42 min
Jennifer Smith is the CEO & Co-Founder of Scribe, A screen capture tool that turns any process into a step-by-step guide. Jennifer shares a day in the life of a tech CEO, how she came up with the idea for Scribe and insights on Product-Led Sales. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo (Find, contact, and close your ideal buyers) - https...
Jun 12, 2023•42 min
Jesse walks through Value Drivers, how to define them and shares examples. Template link available below in the show notes. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours • Close (The CR...
Jun 09, 2023•7 min
Wissam Tabbara is the Founder & CEO of Truebase. He's a 3X Founder with 2 Exits. His company Truebase (truebase.io) simplifies and automates prospecting to quickly discover potential customers with high conversion likelihood. He shares his views on how AI will impact prospecting and sales. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo (Find, c...
Jun 05, 2023•40 min
Chris Dankowski is a Revenue Strategist at Salesloft by day. Career Advisor for sales reps by night. - Former AE at top companies such as: Evernote, HubSpot, and Outreach. Today Chris shares insights on Sales careers from landing a role at a top tech company to pivoting out of sales into another role. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo ...
May 31, 2023•58 min
Following a Slack conversation with a close colleague, Jesse shares 2 ways to improve your odds of moving a deal from product demo to signed order form. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onb...
May 26, 2023•6 min
Jesse shares his response to a question that came up during an SSP meetup about selling a must have (painkiller) app v. selling a nice to have (vitamin) app. Here's two things you can do if you find yourself at a vitamin SaaS company: 1. Learn all you can about your buyer and their industry so you can be a partner and consultant to their business 2. Truly understand WIIFM... What's in it for the buyer and how can you convey that outcome in your process. SPONSORS: • Surfe (Connect your CRM with L...
May 19, 2023•7 min
Jamie Shanks is the CEO of Pipeline Signals , a Toronto-based company designed to help sellers get more "at-bats" by enabling reps to self-source pipeline at scale. Today Jamie shares insights from his work with clients around account targeting and using sales intelligence to improve pipeline generation and close rates. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your f...
May 11, 2023•40 min
Rafael "Rafa" Figueroa is the CEO of Overloop . In this episode he shares his journey from being a Personal Banker to the CEO of Overloop. We talk customer success, growth and he shares his insights on SaaS sales and the tools that will power the revenue behind next round of amazing companies. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo (Find, c...
May 04, 2023•51 min
Phil Alves is the CEO of DevSquad & DevStats and the Host of the SaaS Origin Stories Podcast. He shares his journey from starting and selling his first company, moving from Brazil to Utah and gives some tips for founders and revenue hires for quickly scaling revenue. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year EPISODE LINKS: • Phil's Website: https://philalves.com/...
Apr 27, 2023•41 min
Signing bonus are an open secret in the software industry. When negotiated correctly, AEs/SDRs can secure $5K - $25K+ in upfront bonuses paid out with your first check in a new role. In this episode, Jesse shares his process and talk track for getting a signing bonus. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a s...
Apr 25, 2023•11 min
Jesse drops 10 predictions for changes coming to SaaS Selling. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours • Close (The CRM Built for Growth) - https://refer.close.com/ssp CONNECT WITH JESSE: • Link...
Apr 14, 2023•26 min
Chase Barmore is an Account Executive at WhatConverts . He was previously a serial entrepreneur and small business owner, starting and operating Life Bar and Ready Valet. Chase shares his playbook for networking, building pipeline and closing deals quickly. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo (Find, contact, and close your ideal buyers) - https://apoll...
Apr 06, 2023•1 hr 9 min
Jesse shares some ideas for how to add value to you buyers over the long-term and to eliminate the dreaded "checking in" emails. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours • Close (The CRM Built fo...
Apr 01, 2023•25 min
Christine Kull is one of the top recruiters and executive headhunters in the industry. She shares the story of her career, insights on hiring, interviewing and evaluating opportunities and shares how networking and picking up the phone can open doors. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Apollo (Find, contact, and close your ideal buyers) - https://apollo.part...
Mar 22, 2023•56 min
Jesse shares why there were no episodes in December & speaks briefly about the state of SaaS. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp CONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewoodbury/ • Twitter: https://twitter.com/jessewoodbury • Website: https://jessewoodbury.com/ HELP G...
Jan 09, 2023•11 min
Jesse shares ideas for making an impact quickly in a startup, drawing from his days as a first-in and early sales hire. With large-scale layoffs at Big Tech firms, we're likely to see more SaaS launches and more opportunities to join as a first-in or early rep. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp ...
Nov 30, 2022•25 min
Jesse shares 4 areas you need to emphasize in your pitch to resonate with prospects during a challenging economic environment: 1. How does your SaaS lower costs for your buyer? 2. How does your SaaS help buyers do more with less? 3. How does your SaaS mitigate risk for your buyer? 4. How does your SaaS enable your buyer to consolidate tech, systems, processes or teams? SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code J...
Nov 18, 2022•7 min
Jesse shares a few quick updates about the podcast cover, private Slack Channel & asks for a review or rating of the show. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp CONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewoodbury/ • Twitter: https://twitter.com/jessewoodbury • Website: http...
Nov 18, 2022•6 min
Tim Zielinski is the RVP of Strategic Acquisition Sales at Dynatrace & the author of Sell with Swagger . Tim shares his career story of transitioning from Java developer to SaaS Sales leader. He also shares actionable highlights from his book & career. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp E...
Nov 03, 2022•39 min
After a 3-mile night walk, Jesse logs in at 10pm to share some thoughts around improving your executive presence and why that matters in your career. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp CONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewoodbury/ • Twitter: https://twitter.com/jessew...
Nov 03, 2022•18 min
Jesse talks about toxic managers, "Sunday Scaries" & why you shouldn't let your job, boss or quota destroy your physical & mental health. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp CONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewoodbury/ • Twitter: https://twitter.com/jessewoodb...
Oct 31, 2022•10 min
Jen Allen is the Chief Evangelist at Challenger™ & Host of Winning the Challenger Sale Podcast. Jen shares actionable & easy to implement tactics based on The Challenger™ Sale to continue winning in B2B Sales even in tough economic times. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp EPISODE LINKS: ...
Oct 24, 2022•55 min
Lauren Flannery is the Senior Manager of Enablement at Whoop. Lauren shares how she transitioned from hospitality to SaaS starting as an SDR & moving into sales enablement leadership. Lauren shares ideas for empowering women in SaaS sales. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp EPISODE LINKS: • C...
Oct 13, 2022•1 hr 10 min
Jesse shares some common scenarios that cause SaaS deals to stall in the buying process. With suggestions for why it might be happening & how you can fix it. SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/ssp CONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewoodbury/ • Twitter: https://twitte...
Sep 24, 2022•32 min
